LevelDockSix

It's definitely possible. Sharing the same exterior space doesn't hold any restrictions anymore since multiple people can own the exact same Stilt House (for example). There's quite a few luxurious places I'd love to see converted to acquirable property (around Vinewood Hills/Chumash area and then towards the Vineyards). They'd probably need unique interiors but R* might work around that too ¯\_(ツ)_/¯